Journal of Organic Chemistry p. 4905 - 4910 (1986)
Update date:2022-07-29
Topics:
Bongini, Alessandro
Cardillo, Giuliana
Orena, Mario
Sandri, Sergio
Tomasini, Claudia
The regiochemistry of thr iodocyclization reaction of allylic imidates leading to 4,5-dihydro-1,3-oxazoles or to 4,5-dihydro-1,3-oxazines strongly depends on the configuration of the double bond: (E)-allylic imidatesafford preferentially 4,5-dihydro-1,3-oxazines through a 6-endo closure, whereas (Z)-allylic imidates afford preferentially 4,5-dihydro-1,3-oxazoles through a 5-exo closure.Furthermore a study on the effect of an oxygen atom vicinal to the double bond is reported.
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Doi:10.1016/S0040-4039(00)84063-0
(1986)Doi:10.1016/S0040-4039(00)94388-0
(1990)Doi:10.1021/jm00155a022
(1986)Doi:10.1246/cl.1985.1675
(1985)Doi:10.1016/S0040-4020(01)90393-X
(1994)Doi:10.1016/j.bmcl.2009.01.093
(2009)
